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4-Aminophenylboronic acid pinacol ester

ALDRICH/518751 - 97%

Synonym: 2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine; 4-Aminophenylboronic acid, pinacol cyclic ester

CAS Number: 214360-73-3
Empirical Formula (Hill Notation): C12H18BNO2
Molecular Weight: 219.09
MDL Number: MFCD02093721
Linear Formula: C12H18BNO2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-518751-1G 1 g
$51.10
1/EA
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45-518751-5G 5 g
$229.00
1/EA
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assay 97%
InChI 1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,14H2,1-4H3
InChI key ZANPJXNYBVVNSD-UHFFFAOYSA-N
mp 165-169 °C (lit.)
SMILES string CC1(C)OB(OC1(C)C)c2ccc(N)cc2
Application: 4-Aminophenylboronic acid pinacol ester can be used as a reagent for:
• The preparation of substituted 3-phenyl-4H-1-benzopyran-4-ones by reacting with iodochromones via Pd catalyzed Suzuki-Miyaura cross-coupling reaction.
• Mercury(II) detection by fluorometry with new fluorogenic indicators based on through-bond energy transfer from pentaquinone to rhodamine.
• Rhodium-catalyzed amination reactions.
• Palladium-catalyzed Suzuki cross-coupling to synthesize potential antitubercular and antimicrobial compounds.

It can also be used to prepare:
• Hexaphenylbenzene derivatives as a potential bioprobe and multichannel keypad system.
• Pyromellitic diimide-based polymer as matrix for solution-processable n-channel field-effect transistors.
• Alternating copolymers of oligoarylenes and naphthalene bisimides as low band-gap semiconductors with electrochemical and spectroelectrochemical behavior.
• γ-secretase modulators in the treatment of amyloid β formation.
Packaging: 1, 5 g in glass bottle
Purity 97%
mp 165-169 °C (lit.)
UNSPSC 12352103

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